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CAS 889670-02-4

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methyl N-(tert-butoxycarbonyl)-3-iodoalaninate

Description:
Methyl N-(tert-butoxycarbonyl)-3-iodoalaninate is a chemical compound characterized by its structure, which includes a methyl ester, an amino acid derivative, and a tert-butoxycarbonyl (Boc) protecting group. The presence of the iodine atom at the 3-position of the alanine backbone introduces unique reactivity, making it useful in various synthetic applications, particularly in peptide synthesis and medicinal chemistry. The tert-butoxycarbonyl group serves as a protective group for the amino functionality, allowing for selective reactions without interfering with the amine. This compound is typically a solid at room temperature and is soluble in organic solvents such as dichloromethane and dimethyl sulfoxide. Its stability and reactivity can be influenced by the presence of the iodine atom, which can participate in nucleophilic substitution reactions. Methyl N-(tert-butoxycarbonyl)-3-iodoalaninate is often utilized in the synthesis of more complex molecules, including pharmaceuticals, due to its functional groups that allow for further modifications. Safety data should be consulted for handling, as with all chemical substances.
Formula:C9H16INO4
InChI:InChI=1/C9H16INO4/c1-9(2,3)15-8(13)11-6(5-10)7(12)14-4/h6H,5H2,1-4H3,(H,11,13)/t6-/m0/s1
SMILES:CC(C)(C)OC(=N[C@@H](CI)C(=O)OC)O
Synonyms:
  • alanine, N-[(1,1-dimethylethoxy)carbonyl]-3-iodo-, methyl ester
  • methyl N-(tert-butoxycarbonyl)-3-iodo-L-alaninate
  • (R)-methyl 2-(tert-butoxycarbonylamino)-3-iodopropanoate
  • Methyl N-(tert-butoxycarbonyl)-3-iodoalaninate
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